Family-friendly vacation rentals in Cumberland County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cumberland County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 300 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Superhost

Condo in Brunswick

4.87 out of 5 average rating, 151 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

Completely Newly Renovated 2 Bedroom Private Apartment Located 1 Minute Walk From Maine Street In Brunswick (Downtown). Great For Anyone Looking To Visit Or Explore Brunswick Including Bowdoin Parents, Potential Students, Vacationers. We have hard wood floor, granite counter top, open concept living room and kitchen, red retro fridge, and lots of windows lots of sunshine! Both bedrooms has a small closet and both beds are king sized with super comfortable memory foam mattress! Please Enjoy!

Guest favorite

Rental unit in Lisbon falls

4.95 out of 5 average rating, 446 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Guest favorite

Guest suite in Portland

4.9 out of 5 average rating, 375 reviews

Garden Suite @ A Peaceful Oasis on Munjoy Hill

Spacious light-filled garden level suite set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants & the Old Port. Tasteful art, a mini kitchen (fridge, microwave, toaster, coffee maker, electric kettle with coffee/tea and condiments), bath with essentials, contemporary furnishings: queen bed and bedding, leather reclining loveseat. Set in a lush garden of stone walls, pond, & perennials, this private setting is a perfect home base.

Guest favorite

Home in Hollis

4.99 out of 5 average rating, 401 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Guest favorite

Cottage in Portland

4.89 out of 5 average rating, 534 reviews

Cozy & Quiet Modern Cottage

Modern studio cottage designed and maintained with sustainability and eco-friendliness in mind, located in a quiet Portland neighborhood only a 7-10 minute drive (and $10 Uber/Lyft ride) from downtown Portland, the Old Port, and all local visitor attractions. The cottage is a mile down the road from the Allagash Brewing complex and is within walking distance (.5 mi) of the restaurants and bars at Morrill's Corner. This is an LBGTQIA- and BIPOC-friendly space.

Guest favorite

Rental unit in Portland

4.9 out of 5 average rating, 384 reviews

Hip & Cozy, high end Modern Design

Hip, modern retreat. This is your pied a terre for your Portland visit. High quality new construction, private, sweet unit, with wide-plank white oak and concrete floors, huge windows, full kitchen, tasteful design. In Portland's coveted Munjoy Hill neighborhood, you will be a block and half from the spectacular eastern Promenade, 5 minute walk to shops and restaurants at the top of 'the Hill', and 20 minute walk to the Old Port and all Portland has to offer.

Guest favorite

Cottage in Gray

4.9 out of 5 average rating, 199 reviews

Sunset Haven - Little Sebago Lake

Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

Guest favorite

Rental unit in Scarborough

4.89 out of 5 average rating, 194 reviews

Comfy, cozy family beach rental!!

Welcome to your own private beach nest! A cozy, clean, beach retreat with a cottage feel! You have all of the essentials to eat, sleep, beach and explore the great coast of Maine. Plenty to do and see here at the heart of Morgan's Corners a mere 500 feet from Pine Point beach. Spend your time relaxing and rejuvenating in our cozy place! Bird watch in the marsh sanctuary, enjoy lobsters on the dock or soak up the sun on beautiful Pine Point beach!

Guest favorite

Rental unit in Freeport

4.92 out of 5 average rating, 214 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

This very spacious and light filled apartment has beautiful views of a marsh and the headwaters of the Harraseeket River. It is also across the street from a 100+ acre bird sanctuary. There is a queen bed in the bedroom, a twin in the large living room, and a twin in a small nook under the eaves off of the kitchen. You can put kayaks in across the street and it is a short 20 minute walk into downtown Freeport. Great year-round location.

Guest favorite

Guest suite in South Portland

4.92 out of 5 average rating, 244 reviews

Top of the Hill So Po In Law

Lovely In law apartment in desirable Meeting House Hill area of South Portland .We were recently the hottest real estate market in the country .Conveniently located , 10 minutes to Portland , and on the doorstep of local beaches, State parks , restaurants ,unique boutique shops ,amazing bakeries and coffee , lunch and antiquing .All you need for a home away from home . Your going to love this neighborhood !

Guest favorite

Home in Yarmouth

4.92 out of 5 average rating, 515 reviews

Beautiful Coastal Maine Getaway

Set back among backdrop of tall pines on Maine's coast is our immaculately clean, and very private 4 bedroom, 2 bath home in Yarmouth. Quiet and secluded, and perfectly located between Portland and Freeport, it's an amazing place to decompress with family and friends. Our home comes complete with absolutely everything you need to enjoy your stay!